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Bimatoprost

CAS No.
155206-00-1
Chemical Name:
Bimatoprost
Synonyms
Bima;LUMIGAN;bimatoprost powder;N-ETHYL-9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-AMIDE;bimatopros;Bimatoprost (W.S);BiMatoprost HOUSE STANDARD;17-phenyl-tri-norprostaglandin f2α-ethyl amide;17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ETHYL AMIDE;CS-2897
CBNumber:
CB0171421
Molecular Formula:
C25H37NO4
Molecular Weight:
415.57
MDL Number:
MFCD03411999
MOL File:
155206-00-1.mol
MSDS File:
SDS
Last updated:2024-03-13 16:52:01

Bimatoprost Properties

Melting point 66-68°C
Boiling point 629.8±55.0 °C(Predicted)
Density 1.145±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
form solid
pka 14.25±0.20(Predicted)
color White to Off-White
BCS Class 3
Stability Light Sensitive
InChIKey AQOKCDNYWBIDND-FTOWTWDKSA-N
SMILES C(NCC)(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCC1=CC=CC=C1
CAS DataBase Reference 155206-00-1(CAS DataBase Reference)
FDA UNII QXS94885MZ
NCI Dictionary of Cancer Terms bimatoprost; Lumigan
ATC code S01EE03

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360F
Precautionary statements  P201-P301+P312+P330-P308+P313
WGK Germany  3
NFPA 704
0
2 0

Bimatoprost price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P6740 17-Phenyl-tri-norprostaglandin F2α-ethyl amide ≥95%, solid 155206-00-1 1mg $173 2024-03-01 Buy
Cayman Chemical 16820 17-phenyl trinor Prostaglandin F2α ethyl amide ≥97% 155206-00-1 1mg $57 2024-03-01 Buy
Cayman Chemical 16820 17-phenyl trinor Prostaglandin F2α ethyl amide ≥97% 155206-00-1 5mg $249 2024-03-01 Buy
Cayman Chemical 16820 17-phenyl trinor Prostaglandin F2α ethyl amide ≥97% 155206-00-1 10mg $356 2024-03-01 Buy
Cayman Chemical 16820 17-phenyl trinor Prostaglandin F2α ethyl amide ≥97% 155206-00-1 50mg $887 2024-03-01 Buy
Product number Packaging Price Buy
P6740 1mg $173 Buy
16820 1mg $57 Buy
16820 5mg $249 Buy
16820 10mg $356 Buy
16820 50mg $887 Buy

Bimatoprost Chemical Properties,Uses,Production

Glaucoma Drug

Bimatoprost is a synthetic amide F2α derivative ,it can selectively simulate the effect forefront amines produced by the body, which make aqueous humor production rate increase aqueous outflow resistance is reduced, by increasing the amount of aqueous outflow of the uveoscleral and trabecular Netcom channel to reduce intraocular pressure (IOP),it is considered to be the most effective hypotensive drug of topical ocular anti-glaucoma drugs,it is suitable for the treatment of open-angle glaucoma (POAG) or invalid elevated intraocular other ocular hypotensive medications compression syndrome (OHT) patients.
Bimatoprost

Side effects

1. to deepen the color of the iris, blepharitis, eye irritation and pain; black eyelashes thicker growth; conjunctival hyperemia, temporarily punctate corneal epithelial erosion, eyelid edema and erythema; rash.
2. rare respiratory disorders, asthma exacerbations, iritis, uveitis, eyelid skin darkening.
3. very rare chest pain, pharyngitis.
4. eye itching, allergic conjunctivitis, cataract, conjunctival edema, secretions, photophobia, superficial punctate keratitis, headache, high blood pressure.

Glaucoma commonly used drugs

1. prostaglandin derivatives such as latanoprost (Xalatan), bimatoprost (trade name Lumigan) and travoprost (Travatan) can increase outflow of aqueous humor uveoscleral . Bimatoprost also increases trabecular outflow.
2. topical β-adrenergic such as timolol, levobunolol (Betagan), and betaxolol can decrease receptor antagonist of aqueous humor production of ciliary body .
3. Alpha2-adrenergic agonists such as brimonidine (Alphagan) with dual working mechanism, can reduce aqueous humor production and increase trabecular outflow.
4. one case of the selective reduction similar to epinephrine and dipivefrin (Propine) increase outflow of aqueous humor through trabecular meshwork and possibly through uveoscleral outflow pathway, probably by a β2-agonist action.
5. miotic agents (parasympathomimetics), if ciliary muscle contraction Roca works, it can tighten the trabecular and allow increaseing outflow of aqueous humor. Ecothiopate is used for chronic glaucoma.
6. dorzolamide (Trusopt), brinzolamide (Azopt), by inhibiting carbonic anhydrase acetazolamide of ciliary body, reduce aqueous humor secretion of carbonic anhydrase inhibitors.
7. Physostigmine is also used to treat glaucoma and delayed gastric emptying.
The above information is edited by the Chemicalbook of Tian Ye.

Bimatoprost - timolol maleate compound eye drops

In July 2006 , bimatoprost-timolol maleate compound eye drops developed by the United States company obtained approval from the European drug regulatory authority for reducing intraocular pressure or ocular hypertension of open-anglepatients glaucoma patients who do not respond adequately to the β-blockers or prostaglandin like treatment .
The compound eye drops containing 0.03% bimatoprost and 0.5% timolol maleate, once a day administration is able to provide clinically effective pressure control, the effect is better than single Bima latanoprost or timolol maleate. Clinical trials prove that the drug has an excellent tolerability, including the incidence of ocular hyperemia40% lower compared to single bimatoprost .

Description

Bimatoprost was first introduced in the US and Brazil as Lumigan?, an ophthalmic solution (0.03%) for the reduction of elevated intraocular pressure (IOP) in patients with open-angle glaucoma or ocular hypertension, a proven risk of glaucomatous visual field loss. Bitamoprost is a new agent belonging to the PGF analog class of prostamides launched in this indication after latanoprost, the most efficaceous topical medication currently available. This synthetic fatty acid amide can be prepared by esterification of 17- phenyl-18,19,20-trinorprostaglandin F followed by ethylamidation. Bimatoprost, as related prostamides, is devoid of typical activities associated with PGF2,, analogs; it exhibits a unique pharmacological profile in contracting the feline iris sphincter with an EC50 of 34 nM without interacting with any known prostanoid receptors. Thus it mimics the action of endogenous prostamides on specific receptors that lower IOP by increasing aqueous humor outflow through both pressure-insensitive and pressure-sensitive pathways without reducing humor formation. In a 3-month controlled clinical trial of efficacy and safety in patients with elevated IOP, bimatoprost demonstrated lower mean intraocular pressures at every time point throughout the study, as well as a good tolerance and systemic safety profile compared to latanoprost.

Chemical Properties

Crystalline Solid

Originator

Allergan (US)

Uses

Antiglaucoma. Synthetic prostamide; structurally related to prostaglandin F2a.

Uses

Bimatoprost is a prostaglandin analog used topically (as eye drops) to control the progression of glaucoma and in the management of ocular hypertension. It reduces intraocular pressure (IOP) by increasing the outflow of aqueous fluid from the eyes. It ha

Uses

17-phenyl trinor Prostaglandin F2α ethyl amide (17-phenyl trinor PGF2α ethyl amide) is an F-series PG analog which has been approved for use as an ocular hypotensive drug. Investigations in our lab have shown that 17-phenyl trinor PGF2α ethyl amide is converted by an amidase enzymatic activity in the bovine and human cornea to yield the corresponding free acid, with a conversion rate of about 40 μg/g corneal tissue/24 hours. The free acid, 17-phenyl trinor PGF2α, is a potent FP receptor agonist. In human and animal models of glaucoma, FP receptor agonist activity corresponds very closely with intraocular hypotensive activity.[Cayman Chemical]

Uses

Bimatoprost is an antiglaucoma agent. Bimatoprost is an synthetic prostamide; structurally related to prostaglandin F2α.

Definition

ChEBI: Bimatoprost is a monocarboxylic acid amide. It has a role as an antiglaucoma drug and an antihypertensive agent.

brand name

Lumigan (Allergan).

General Description

Bimatoprost (Lumigan) is supplied as a sterile 0.03%ophthalmic solution in 2.5- and 5.0-mL sizes. The recommendeddosage of bimatoprost is limited to one drop intothe affected eye once daily in the evening. Increased usagemay decrease its beneficial effect. If used concurrently withother IOP-lowering drugs, a waiting period of 5 minutesshould separate administrations.

1240483-19-5
155206-00-1
Synthesis of Bimatoprost from 1240483-19-5

Bimatoprost Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 556)Suppliers
Supplier Tel Email Country ProdList Advantage
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Hebei Lingding Biotechnology Co., Ltd.
+86-18031140164 +86-19933155420 erin@hbldbiotech.com China 881 58
Shenzhen Monkono Technology Co.,Ltd
+86-17063441314 sansbiotech@outlook.com China 677 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118 xie@china-sinoway.com China 990 58
Hebei Dangtong Import and export Co LTD
+8615632927689 admin@hbdangtong.com China 998 58
Henan Tengmao Chemical Technology Co. LTD
+8615238638457 salesvip2@hntmhg.com China 415 58
Guangzhou Tengyue Chemical Co., Ltd.
+86-86-18148706580 +8618826483838 evan@tyvovo.com China 146 58
Wuhan Haorong Biotechnology Co.,ltd
+8618565342920 sales@chembj.net China 268 58

Related articles

View Lastest Price from Bimatoprost manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bimatoprost pictures 2024-03-28 Bimatoprost
155206-00-1
US $100.00-90.00 / kg 1kg 99% 200Tons Hebei Dangtong Import and export Co LTD
Bimatoprost pictures 2024-03-26 Bimatoprost
155206-00-1
US $0.00-0.00 / kg 1kg 99% 500 Wuhan Haorong Biotechnology Co.,Ltd
Bimatoprost pictures 2024-03-26 Bimatoprost
155206-00-1
US $200.00-50.00 / KG 0.1KG 99.5% up by HPLC 20 tons Sinoway Industrial co., ltd.
  • Bimatoprost pictures
  • Bimatoprost
    155206-00-1
  • US $100.00-90.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Bimatoprost pictures
  • Bimatoprost
    155206-00-1
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd
  • Bimatoprost pictures
  • Bimatoprost
    155206-00-1
  • US $200.00-50.00 / KG
  • 99.5% up by HPLC
  • Sinoway Industrial co., ltd.

Bimatoprost Spectrum

BIMATOPROST BIMATOPROST(TM) BIMATOPROST(LUMIGAN) (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-5-heptenamide Prostamide 17-phenyl-tri-norprostaglandin f2α-ethyl a cGMP Bimatoprost BiMapnost (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enaMide Bimatoprost, >=99.5% 17-Phenyl-tri-norprostaglandin F2a-ethyl aMide (Z)-7-((1R,2R,3S,5S)-3,5-dihydroxy-2-((E)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)-N-ethylhept-5-enamide (Z)-7-((1R,2R,3S,5S)-3,5-Dihydroxy-2-((S,E)-3-hydroxy-5-phenylpent-1-enyl)cyclopentyl)-N-ethyl Bimatoprost API Bimatoprost CAS NO.155206-00-1 buprostaglandin Beme Prostaglandin CS-2897 5-Heptenamide, 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenyl-1-penten-1-yl]cyclopentyl]-N-ethyl-, (5Z)- 17-Phenyltrinor-PGF2alpha Ethylamide (Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(S,E)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide Bimatoprost USP/EP/BP (Z)-7-[(1S,2S,3R,5R)-3,5-Dihydroxy-2-[(E)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide Bimatoprost CAS 155206 00 1 Bimatoprost (AGN 192024) BimatoprostQ: What is Bimatoprost Q: What is the CAS Number of Bimatoprost Q: What is the storage condition of Bimatoprost Q: What are the applications of Bimatoprost N-ETHYL-9ALPHA,11ALPHA,15S-TRIHYDROXY-17-PHENYL-18,19,20-TRINOR-PROSTA-5Z, 13E-DIEN-1-AMIDE LUMIGAN 17-PHENYL TRINOR PROSTAGLANDIN F2ALPHA ETHYL AMIDE bimatoprost powder Bima bimatopros 6-Amino-2,4-dichloro-6-methylphenol&hydrochloride 17-phenyl-tri-norprostaglandin f2α-ethyl amide BiMatoprost HOUSE STANDARD Bimatoprost (W.S) Bimalprostone Bimatoprost-1 (E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3- hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide Bimatoprost Reference Standard Bisoprostol 155206-00-1 206-00-1 Prostaglandin Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals Arachidonic Acid Cascade Lipids in Cell Signaling Prostaglandins Lumigan Inhibitors Benzotriazoles ,Others ,Benzoxazines pharmaceutical intermediate API